Detailed information for compound 1717089

Basic information

Technical information
  • TDR Targets ID: 1717089
  • Name: octadec-2-ynoic acid
  • MW: 280.445 | Formula: C18H32O2
  • H donors: 1 H acceptors: 2 LogP: 8.25 Rotable bonds: 13
    Rule of 5 violations (Lipinski): 1
  • SMILES: CCCCCCCCCCCCCCCC#CC(=O)O
  • InChi: 1S/C18H32O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h2-15H2,1H3,(H,19,20)
  • InChiKey: WEAGGGHXTMXZQA-UHFFFAOYSA-N  

Network

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Synonyms

  • LMFA01030563
  • AIDS-353080
  • AIDS353080
  • 2-octadecynoic acid

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Leishmania major DNA topoisomerase type IB small subunit Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Leishmania infantum DNA topoisomerase type IB small subunit Get druggable targets OG5_145769 All targets in OG5_145769
Trypanosoma brucei gambiense DNA topoisomerase type IB small subunit, putative Get druggable targets OG5_145769 All targets in OG5_145769
Trypanosoma congolense DNA topoisomerase type IB small subunit, putative Get druggable targets OG5_145769 All targets in OG5_145769
Leishmania braziliensis DNA topoisomerase type IB small subunit Get druggable targets OG5_145769 All targets in OG5_145769
Trypanosoma cruzi DNA topoisomerase type IB small subunit, putative Get druggable targets OG5_145769 All targets in OG5_145769
Leishmania major DNA topoisomerase type IB small subunit Get druggable targets OG5_145769 All targets in OG5_145769
Leishmania donovani DNA topoisomerase type IB small subunit Get druggable targets OG5_145769 All targets in OG5_145769
Leishmania mexicana DNA topoisomerase type IB small subunit Get druggable targets OG5_145769 All targets in OG5_145769
Trypanosoma brucei DNA topoisomerase type IB small subunit Get druggable targets OG5_145769 All targets in OG5_145769

By sequence similarity to non orthologous known druggable targets
No druggable targets predicted by sequence similarity

Obtained from network model

Ranking Plot


Putative Targets List


Species Potential target Raw Global Species
Echinococcus granulosus neuroglian 0.0107473 0.114343 0.278948
Trypanosoma cruzi DNA topoisomerase type IB small subunit, putative 0.0669192 1 1
Trichomonas vaginalis hypothetical protein 0.0448864 0.65261 0.5
Trypanosoma brucei DNA topoisomerase type IB small subunit 0.0669192 1 1
Loa Loa (eye worm) hypothetical protein 0.0107473 0.114343 0.881325
Loa Loa (eye worm) hypothetical protein 0.0107473 0.114343 0.881325
Brugia malayi Fibronectin type III domain containing protein 0.0107473 0.114343 0.881325
Schistosoma mansoni hypothetical protein 0.0229689 0.30704 1
Echinococcus multilocularis neuroglian 0.0107473 0.114343 0.278948
Echinococcus multilocularis Immunoglobulin 0.0107473 0.114343 0.278948
Chlamydia trachomatis 3-hydroxyacyl-ACP dehydratase 0.0362368 0.516233 0.78494
Plasmodium vivax enoyl-acyl carrier protein reductase 0.0448864 0.65261 1
Toxoplasma gondii 3-ketoacyl-(acyl-carrier-protein) reductase 0.00466703 0.0184761 0.028311
Loa Loa (eye worm) hypothetical protein 0.0107473 0.114343 0.881325
Mycobacterium tuberculosis NADH-dependent enoyl-[acyl-carrier-protein] reductase InhA (NADH-dependent enoyl-ACP reductase) 0.0448864 0.65261 1
Schistosoma mansoni DNA topoisomerase type I 0.0113636 0.124061 0.404054
Echinococcus multilocularis DNA topoisomerase 1 0.0113636 0.124061 0.307225
Echinococcus multilocularis basement membrane specific heparan sulfate 0.0107473 0.114343 0.278948
Plasmodium falciparum beta-hydroxyacyl-ACP dehydratase 0.0362368 0.516233 0.791028
Echinococcus granulosus kinesin family 1 0.0264641 0.362148 1
Echinococcus granulosus twitchin 0.0107473 0.114343 0.278948
Echinococcus granulosus roundabout 2 0.0107473 0.114343 0.278948
Brugia malayi Immunoglobulin I-set domain containing protein 0.0117238 0.12974 1
Brugia malayi DNA topoisomerase I 0.0113636 0.124061 0.956229
Loa Loa (eye worm) oxidoreductase 0.00466703 0.0184761 0.142409
Plasmodium vivax topoisomerase I, putative 0.0113636 0.124061 0.190099
Brugia malayi oxidoreductase, short chain dehydrogenase/reductase family protein 0.00466703 0.0184761 0.142409
Leishmania major DNA topoisomerase type IB small subunit 0.0669192 1 1
Toxoplasma gondii DNA topoisomerase I, putative 0.0113636 0.124061 0.190099
Mycobacterium ulcerans enoyl-(acyl carrier protein) reductase 0.0448864 0.65261 1
Loa Loa (eye worm) hypothetical protein 0.0107473 0.114343 0.881325
Schistosoma mansoni defective proboscis extension response (dpr)-related 0.0107473 0.114343 0.372404
Loa Loa (eye worm) TK/KIN16 protein kinase 0.0117238 0.12974 1
Loa Loa (eye worm) hypothetical protein 0.0107473 0.114343 0.881325
Loa Loa (eye worm) DNA topoisomerase I 0.0113636 0.124061 0.956229
Loa Loa (eye worm) hypothetical protein 0.0107473 0.114343 0.881325
Toxoplasma gondii enoyl-acyl carrier reductase ENR 0.0448864 0.65261 1
Echinococcus multilocularis kinesin family 1 0.0264641 0.362148 1
Brugia malayi oxidoreductase, short chain dehydrogenase/reductase family protein 0.00466703 0.0184761 0.142409
Chlamydia trachomatis enoyl-acyl-carrier protein reductase 0.0448864 0.65261 1
Schistosoma mansoni vesicular amine transporter 0.0107473 0.114343 0.372404
Wolbachia endosymbiont of Brugia malayi enoyl-ACP reductase 0.0448864 0.65261 1
Wolbachia endosymbiont of Brugia malayi (3R)-hydroxymyristoyl-ACP dehydratase 0.0362368 0.516233 0.78494
Schistosoma mansoni nephrin 0.0107473 0.114343 0.372404
Giardia lamblia Kinesin-5 0.0034952 0 0.5
Plasmodium falciparum enoyl-acyl carrier reductase 0.0448864 0.65261 1
Loa Loa (eye worm) hypothetical protein 0.0107473 0.114343 0.881325
Echinococcus multilocularis Immunoglobulin 0.0107473 0.114343 0.278948
Echinococcus granulosus Immunoglobulin 0.0107473 0.114343 0.278948
Onchocerca volvulus 0.00466703 0.0184761 0.5
Brugia malayi hypothetical protein 0.0107473 0.114343 0.881325
Entamoeba histolytica 3-oxoacyl-(acyl-carrier protein) reductase, putative 0.00466703 0.0184761 1
Echinococcus granulosus neurotracting:lsamp:neurotrimin:obcam 0.0107473 0.114343 0.278948
Plasmodium vivax beta-hydroxyacyl-ACP dehydratase precursor, putative 0.0362368 0.516233 0.791028
Echinococcus granulosus DNA topoisomerase 1 0.0113636 0.124061 0.307225
Plasmodium vivax 3-oxoacyl-[acyl-carrier-protein] reductase, putative 0.00466703 0.0184761 0.028311
Echinococcus granulosus defective proboscis extension response 0.0107473 0.114343 0.278948
Schistosoma mansoni Neurotrimin precursor (hNT) 0.0107473 0.114343 0.372404
Mycobacterium leprae NADH-DEPENDENT ENOYL-[ACYL-CARRIER-PROTEIN] REDUCTASE INHA (NADH-DEPENDENT ENOYL-ACP REDUCTASE) 0.0448864 0.65261 1
Brugia malayi Immunoglobulin I-set domain containing protein 0.0107473 0.114343 0.881325
Loa Loa (eye worm) hypothetical protein 0.0107473 0.114343 0.881325
Schistosoma mansoni 3-oxoacyl-[ACP] reductase 0.00466703 0.0184761 0.0601748
Plasmodium falciparum topoisomerase I 0.0113636 0.124061 0.190099
Toxoplasma gondii beta-hydroxyacyl-acyl carrier protein dehydratase (FABZ) 0.0362368 0.516233 0.791028
Loa Loa (eye worm) hypothetical protein 0.0107473 0.114343 0.881325
Schistosoma mansoni cell adhesion molecule 0.0107473 0.114343 0.372404
Plasmodium falciparum 3-oxoacyl-[acyl-carrier-protein] reductase 0.00466703 0.0184761 0.028311
Echinococcus multilocularis roundabout 2 0.0107473 0.114343 0.278948

Activities

Activity type Activity value Assay description Source Reference
Activity (functional) = 1.98 % Induction of apoptosis in Leishmania infantum promastigotes at 400 uM after 24 hrs by AnnexinV-FITC/propidium iodide based FACS flow cytometry ChEMBL. 22932312
EC50 (binding) = 5.3 uM Inhibition of Leishmania donovani topoisomerase 1B-mediated relaxation of supercoiled pSK DNA after 30 mins by ethidium bromide staining based agarose gel electrophoresis ChEMBL. 22932312
IC50 (functional) = 0.34 ug ml-1 Antimalarial activity against liver stage of Plasmodium berghei infected in human Huh7 cells assessed as reduction in parasite load treated after 2 hrs of infection for 46 hrs by luciferase assay ChEMBL. 25103602
IC50 (functional) = 6 ug ml-1 Antimalarial activity against blood stage of multidrug-resistant Plasmodium falciparum K1 after 72 hrs by [3H]hypoxanthine incorporation assay ChEMBL. 25103602
IC50 (functional) = 11 uM Antiprotozoal activity against Leishmania donovani axenic amastigotes ChEMBL. 22932312
IC50 (functional) = 48.1 uM Antiprotozoal activity against intracellular Trypanosoma cruzi amastigotes in rat L6 cells ChEMBL. 22932312
IC50 (functional) = 64.5 uM Antiprotozoal activity against Trypanosoma brucei rhodesiense bloodstream forms ChEMBL. 22932312
Inhibition (functional) Antimalarial activity against liver stage of GFP-expressing Plasmodium berghei infected in human Huh7 cells assessed as reduction in parasite load treated after 2 hrs of infection for 46 hrs by confocal microscopy ChEMBL. 25103602

Phenotypes

Whole-cell/tissue/organism interactions

Species name Source Reference Is orphan
Plasmodium falciparum 25103602
Leishmania donovani ChEMBL23 22932312
Plasmodium berghei ChEMBL23 25103602

Many chemical entities in TDR Targets come from high-throughput screenings with whole cells or tissue samples, and not all assayed compounds have been tested against a single a single target protein, probably because they get ruled out during screening process. Even if these compounds may have not been of interest in the original screening, they may come as interesting leads for other screening assays. Furthermore, we may be able to propose drug-target associations using chemical similarities and network patterns.

Annotated phenotypes:

We have no manually annotated phenotypes for this drug. What does this mean? / Care to help?
In TDR Targets, information about phenotypes that are caused by drugs, or by genetic manipulation of cells (e.g. gene knockouts or knockdowns) is manually curated from the literature. These descriptions help to describe the potential of the target for drug development. If no information is available for this gene or if the information is incomplete, this may mean that i) the papers containing this information either appeared after the curation effort for this organism was carried out or they were inadvertently missed by curators; or that ii) the curation effort for this organism has not yet started.
 
In any case, if you have information about papers containing relevant validation data for this target, please log in using your TDR Targets username and password and send them to us using the corresponding form in this page (only visible to registered users) or contact us.

External resources for this compound

Bibliographic References

1 literature reference was collected for this gene.

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